GoKawiilOTVDM project ports WineVDM to let 16-bit Windows apps run on 64-bit Windows
A modified version of WineVDM, called OTVDM, enables users to run legacy 16-bit Windows executables (from Windows 1.x through 3.1) directly on modern 64-bit Windows systems, which natively lack support for 16-bit code. The tool works by emulating the CPU and LDT functions, converting Win16 API calls to Win32 equivalents, redirecting Windows directory file writes, and even emulating DOS environments. Users can install it via a setup script or run executables directly by dragging them onto the included otvdm.exe.